Search Deals onCalhetas Vacation Packages
Calhetas Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ocean Views by Azores Villas
Price was $1,302, price is now $1,088 per person
$1,088
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this family-friendly villa in Ponta Delgada. Enjoy free WiFi, in-room massages, and bicycle rentals on site. Popular attractions Ponta Delgada Harbour and Praia do Populo are located nearby.
Location close to the city with great views of the ocean. Good bedding. Fruits, water, milk and crackers were appreciated. The property is in need of better maintenance though - there is mold in the bathrooms, poorly cleaned windows which ruin the view, linens and towers had sports on them, the whole apartment has a damp smell to it. With all of that, not worth the price we paid.
Reviewed on Jul 26, 2026
Pestana Bahia Praia Nature & Beach Resort
Save 100% on your flight
Price was $2,913, price is now $1,976 per person
$1,976
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this beach hotel in Vila Franca do Campo. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Praia Lagoa do Fogo Trail and Lagoa do Fogo are located nearby.
Property is great. Staff are lovely. Need investment in room amenities and better planning for meals( long waiting time).
Reviewed on Jul 26, 2026
Apartamentos Turísticos Nossa Senhora da Estrela
Price was $1,765, price is now $1,479 per person
$1,479
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this family-friendly hotel in Lagoa. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Ponta Delgada Harbour and Aquafit Natural Pools are located nearby.
Solar de Lalem
Price was $2,030, price is now $1,751 per person
$1,751
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Stay at this B&B in Ribeira Grande. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gorreana Tea Factory and Moinhos Beach are located nearby.
Vintage Place - Azorean Guest House
Price was $1,705, price is now $1,491 per person
$1,491
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Stay at this guesthouse in Ponta Delgada. Enjoy free breakfast, free WiFi, and laundry facilities. Popular attractions Ponta Delgada Harbour and Nossa Senhora da Esperanca Convent are located nearby.
Hostel Matriz 55
Price was $1,563, price is now $1,392 per person
$1,392
per person
Sep 18 - Sep 24
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Stay at this hostel in Ponta Delgada. Enjoy free WiFi, breakfast (surcharge), and premium bedding. Popular attractions Ponta Delgada Harbour and Bell Tower are located nearby.
A beautiful and welcoming place to stay in Ponta Delgada for our honeymoon! The staff were absolutely the best - so kind and helpful. The morning breakfasts they prepared were delicious and included local fresh food! We couldn’t recommend Hostel Matriz 55 more !
Reviewed on Jul 13, 2026
The Homeboat Company Ponta Delgada
Price was $2,187, price is now $1,650 per person
$1,650
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Stay at this houseboat in Ponta Delgada. Enjoy free breakfast, free WiFi, and 4 beach bars. Popular attractions Ponta Delgada Harbour and Ponta Delgada Marina are located nearby.
Solar dos Cantos
Price was $2,468, price is now $2,090 per person
$2,090
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this business-friendly B&B in Ponta Delgada. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ponta Delgada Harbour and Jardim Jose do Canto are located nearby.
Calhetas Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Calhetas Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Nov 16 - Tue, Nov 24
BOS
Logan Intl.
PDL
Joao Paulo II
$493 Roundtrip, found 3 days ago
$493
Roundtrip
found 3 days ago
Sun, Nov 15 - Thu, Nov 19
BOS
Logan Intl.
PDL
Joao Paulo II
$498 Roundtrip, found 3 days ago
$498
Roundtrip
found 3 days ago
Tue, Oct 13 - Thu, Nov 5
YYZ
Pearson Intl.
PDL
Joao Paulo II
$519 Roundtrip, found 1 day ago
$519
Roundtrip
found 1 day ago
Tue, Aug 11 - Thu, Aug 20
EWR
Newark Liberty Intl. Airport
PDL
Joao Paulo II
$752 Roundtrip, found 1 day ago
$752
Roundtrip
found 1 day ago
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